Vacation Rentals By Owner In Siesta Key, FL

$454.59

[lounge like locals] walk to siesta beach +bikes

Siesta Key, Florida, United States

pThe whole group will enjoy easy access to everything from this centrally located place./pbrbrpRelax and recharge in this elevated two bedroom home. The high ceilings bring in plentiful natural sunlight with direct access to a private oversized deck. /pbrbrpThe bright and spacious layout provides plenty of space for families or couples traveling to the beach. /pbrbrpBoth Siesta Key village and Beach access 7 are less than 1/2 mile from the home. /pbrbrp2 bikes are available onsite ($40 each rental charge by Venmo) /pbrbrpThe interior is tastefully designed with functional decor. /pbrbrpPlease note this home is not suitable for young children due to the steep stairs at the entrance./pbrbrpAlso there is a separate air Bnb unit below, there are no shared spaces./pbrbrplaundry room is shared with unit below and is located in garage available daily 4-9 pm ./pbrbrpThrough air Bnb messenger or in person./pbrbrpSiesta key village/pbrbrpBike/ walk /car/ Uber/pbrbrpPlease park in front of the garage on the RIGHT side leaving room for a car to the left. /p

2

Bed

1

Bath

4

Sleeps

$544.58

/ Nightly

Condo

Jamaica Royale T42 Beachfront with Views, Views, Views!

Siesta Key, Florida, United States

You can't get much closer to the water than this! This beachfront unit is just steps to the sand with Siesta Beach views from every room! Just a short ride down the elevator from the 4th floor and you're on the sand. The unit is also steps to the heated beachfront pool. Coastal chic can be used to describe this completely remodeled unit. Attention to detail is apparent as you enter the unit to find an open concept Living/Dining/Kitchen area with Gulf views surrounding you! The living area opens to an oversized private balcony/patio perfect for enjoying the sunsets and fabulous Siesta Beach views. The Master bedroom has two queen beds and also opens to the private balcony. The guest bedroom has two full size beds with a walk in closet. Both baths are completely remodeled with grab bars in the shower. The unit contains two flat screen TV's and a convenient washer and dryer in unit. The unit has secure high speed FIOS internet and satellite TV with over 200 channels. Very easy access to dedicated parking spot and beachside BBQ grilling pavilion. This unit has a 7 night minimum Saturday to Saturday rental policy, but can be booked for less to fill gaps. We will do our best to accommodate any request.

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Sleeps

$468.19

/ Nightly

Apartment

Island House Beach Resort 18S

Siesta Key, Florida, United States

This beautifully appointed 1-bedroom, 2-bathroom condo offers comfort, style, and spectacular Gulf views. The spacious primary ensuite features a king-size bed, and the living area includes a convenient sleeper sofa for additional guests. Enjoy a large, open living space with a dedicated dining area and a fully equipped kitchen complete with full-size appliances and granite countertops.brbrThe condo is outfitted with two large flat-screen televisions and central heating and air conditioning for year-round comfort. Step out onto the private lanai to take in breathtaking views of the Gulf of Mexico—where magnificent sunsets create a truly unforgettable experience.br brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

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Bath

Sleeps

$396.04

/ Nightly

Villa

Island House Beach Resort V25

Siesta Key, Florida, United States

Island House Beach Resort – Siesta Key, Florida (Crescent Beach)brbrThis beautifully appointed 2-bedroom, 2-bathroom villa offers comfort, style, and privacy just steps from the beach. The primary ensuite features a king-size bed, while the guest bedroom includes 2 twin beds and a sofa bed in the living area, making it ideal for families or friends traveling together.brbrEnjoy the spacious living and dining areas, a fully equipped kitchen with updated countertops, modern appliances, and a private screened lanai perfect for relaxing after a day in the sun.brbrFor your convenience, the villa includes three large flat-screen TVs, central heating and air conditioning, and all the amenities you need for a comfortable stay.brbrExperience the privacy and ease of your own standalone villa, while being part of the beautiful Island House Beach Resort community. Just a short walk through the resort brings you to the powdery white sands and turquoise waters of the Gulf of Mexico—perfect for relaxing in the sun, sand, and surf.brbrIsland House Beach Resort boasts a range of attractive features including:brbr*A scenic beachfront courtyard with shuffleboard, cornhole, gas grills, and shaded seating areas—ideal for enjoying Siesta Key’s famous spectacular sunsetsbr*2 beach cabanas and beach chairs for your conveniencebr*A large, heated swimming poolbr*A recreation room with ping pong, air hockey and other gamesbrbrHop on the Siesta Key Trolley to visit the vibrant Siesta Village offering a plethora of dining and shopping options.brFeeling adventurous Explore nearby Myakka River State Park, rent a bicycle to tour the island, or kayak and paddleboard through the mangroves and the newly reopened Midnight Pass on the south end of Siesta Key. Explore nearby Sarasota for its golf courses, gardens, museums, and World Renowned Mote Marine Aquarium. With Tampa Bay just an hour away and Disney World and other Orlando attractions a quick 2.5-hour drive, you have the perfect base for a memorable vacation.brbrPack your bags and let Island House Beach Resort make your stay unforgettable!brbrWe look forward to welcoming you to Island House Beach Resort—your perfect getaway on Siesta Key!

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Bath

Sleeps

$237.88

/ Nightly

Private Vacation Home

FRESHLY RENOVATED Adorable Bungalow Near the Beach! - Casita West

Siesta Key, Florida, United States

Casita West by Siesta Key Luxury Rental Properties brbrWelcome to Casita West, a charming two-bedroom, one-bathroom Siesta Key beach bungalow located just one block from Siesta Key Beach with private beach access. This single story vacation rental offers relaxed coastal living with access to the Calini Beach Club Resort community pool, a shared patio with grill, and walkable proximity to iconic island dining. Perfect for couples, small families, or friends looking for an easy beach getaway, Casita West also includes parking for one vehicle and is dog friendly with approval. brbrHighlights br- 1-block walk to Siesta Key Beach with private beach access br- 2 bedrooms / 1 bathroom br- 1 queen bed, 2 twin beds br- Access to Calini Beach Club Resort community pool br- Shared patio with BBQ grill and outdoor dining table br- Shared washer and dryer br- Walk to restaurants including Daiquiri Deck and Captain Curt’s br- Free Siesta Key trolley nearby br- 1 parking space brbrGuests at Casita West enjoy exclusive private beach access just steps away, making beach days effortless. The community pool at Calini Beach Club Resort provides a refreshing alternative to the Gulf, with lounge chairs surrounding the deck area. The shared patio includes a grill and outdoor dining table, ideal for casual meals after a day in the sun. brbrInside, the bungalow features a comfortable living area with two sofas and a TV, creating a cozy space to relax after island adventures. The updated kitchen includes stainless steel appliances, essential cookware, and a dining area with seating for up to four guests. The open layout makes the home feel welcoming and easy to enjoy. brbrThe primary bedroom offers a queen bed and ample space for luggage and storage. The second bedroom includes two twin beds and a TV, making it a great option for children or additional guests. The bathroom is conveniently located and easily accessible from both bedrooms and the main living area. brbrRoom Details br-Primary Bedroom: Queen bed br-Second Bedroom: Two twin beds brbrCasita West is ideally located near Siesta Key Village, where guests can enjoy restaurants, ice cream shops, boutiques, and nightlife. The free island trolley provides easy access to explore more of Siesta Key without a car. Bike, kayak, and paddleboard rentals are also nearby for guests looking to enjoy the island lifestyle. brbrWith private beach access, a community pool, and walkable proximity to dining and attractions, Casita West by Siesta Key Luxury Rental Properties offers a relaxed and convenient Siesta Key vacation experience. Book your stay today and enjoy effortless island living just steps from the Gulf of Mexico!brbr- brThis property allows ONE dog with a Max weight of 35lbs with host approval prior to arrival. Please note there will be an additional pet fee associated. brbrThis property participates in our Professional Linen Program. This ensures high-quality linens and towels are always included in your stay. These are professionally laundered at a commercial facility for every guest. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. brbr1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrPlease see our Siesta Key Luxury Rental Properties Rental Policies for full details. brbrThis home is managed by Siesta Key Luxury Rental Properties. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$458.45

/ Nightly

Villa

Luxury 2 bed & 2 bath Villa. Next to Siesta Key Village and beach access 5.

Siesta Key, Florida, United States

Enjoy a fantastic and relaxing experience at this Siesta Key Luxury Villa; located in a prime location. The Siesta Key Village restaurant, bar and shopping area, and Beach access #5, is a few minute walk from the Villa. No need for a car as a prime location to access key activities. brbrVilla is beautifully fully furnished, 2 full bedrooms and bathrooms (sleeps 4), washer, dryer, pool in backyard, 2 balconies overlooking Beach Dr and other the backyard pool. One level Villa (2nd floor), elevator, 2-car garage on ground level. Villa equipped with 4 beach chairs, umbrella, buggy, towels.brbrRental options are monthly, multi-month or annual basis. Please contact me for stays 1 month. A beautiful Villa in a prime location of Siesta Key. Sorry, no pets.

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Bath

Sleeps

$488.51

/ Nightly

Condo

Siesta Key 2BR Gem: Steps to Beach & Pool!

Siesta Key, Florida, United States

Summary:brbrExperience the best of Siesta Key, Florida, in this spacious and comfortable 2-bedroom, 2-bathroom condo. Located in the heart of downtown Siesta Key, you'll enjoy the convenience of walking to all the local attractions, shops, and dining. Just a couple of blocks away lies the world-renowned Siesta Key Beach.brbrbrbrThe Space:brbrRelax by the heated year-round heated pool, complete with Adirondack furniture, or take advantage of our beach supplies, including chairs, a cooler, towels, and an umbrella for your days in the sun. brbrbrbrThe fully stocked kitchen is perfect for cooking homemade meals, while high-speed WiFi allows you to work remotely with ease. Stay connected with Spectrum cable so you never miss a game.brbrbrbrEnjoy abundant natural light throughout the condo. The master bedroom boasts an ensuite bathroom with a walk-in shower, and the guest bathroom features a shower/tub combo.brbrbrbrMake unforgettable memories in this perfect Siesta Key getaway!brbrbrbrGuest Access:brbrGuests will have access to everything in the condo, as well as the private heated pool area.brbrbrbrThe Neighborhood:brbrLocated in a quiet building in downtown Siesta Key.brbrbrbrGetting Around:brbrYou can walk everywhere in town including restaurants and shopping, and the beach is just a couple blocks away.brbrbrbrInteraction with Guests:brbrAvailable 24/7 for anything needed.

2

Bed

2

Bath

6

Sleeps

$373.41

/ Nightly

Condo

Paradise awaits on Siesta Key - 2BD, 2BA with Heated Pool

Siesta Key, Florida, United States

Our well appointed 2-bd, 2-ba condo is located in the private beachfront community of Siesta Dunes.brbrThis beautifully maintained, gated beachfront community offers private access to the powdery white sands of Crescent Beach on Siesta Key brbrSiesta Dunes also features resort-style amenities, including a heated pool, tennis/pickleball courts, and scenic walking paths surrounded by lush tropical landscaping.brbrDetails:brbrKitchen - fully equipped kitchen with bar seating for threebrbrLiving Room - pull out sofa bed, attached private enclosed patiobrbrMaster bedroom - king bed with private bathroombrbrSecond bedroom - two twin bedsbrbr*** In unit washer and dryer included br*** Beach towels providedbr*** Pack and play included

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Bath

Sleeps

$782.5

/ Nightly

Private Vacation Home

5 bed Home W/ Private Pool on Siesta Key!

Siesta Key, Florida, United States

Peace and Relaxation! Enjoy your vacation in a spacious 5 bedroom 3.5 bathroom home on Siesta Key with a private pool and a fenced in yard. This home features 2 livings rooms, a full kitchen, and plenty of space for the whole family. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home is sure to provide plenty of wonderful memories that will have you coming back year after year!brbrMaster Bedroom: KingbrBedroom 2: KingbrBedroom 3: QueenbrBedroom 4: QueenbrBedroom 5: 2 QueensbrLiving Room: Sofa BedbrbrAdded Amenities Included in Your Stay:brComplimentary Bicycles Rentals,brOne Complimentary Parking Space,brWifi,brBeach Chairs,brBeach Towels,brBeach Wagon,brBeach Cooler,brPartner Property Pool/Hot tub Access,brAccess to Siesta Beach Pickleball Courts,brSiesta Key Trolley - Free-Rides Around Siesta Key,brA 7-day week, Beachside Management office for your convenience and guest needs!brbr*Minimum Age to Book: 27br*Security authorization Hold taken upon check-in. Amount: $1,500

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Bath

Sleeps

$399.26

/ Nightly

Private Vacation Home

Sunny & Comfy ~ Steps to Siesta Key Beach ~ Pool!

Siesta Key, Florida, United States

Immerse yourself in the magnificent Siesta Key lifestyle by staying in our modern 2BR 2.5Bath gem on a private street with gated beach access, perfect for escaping big-city crowds. Explore the city's landmarks, attractions, and pristine Siesta Key Beach. Our fantastic oasis will be waiting for you whenever you want to recharge.brbr✔ 2 Comfortable BRsbr✔ Open Design Livingbr✔ Full Kitchenbr✔ Patiobr✔ Smart TVsbr✔ High-Speed Wi-Fibr✔ Community Amenities (Pool, Beach Access, Parking)brbrSee more below!brbrThe space:brbrThe charming Siesta Key two-floor townhouse is built to provide a comfortable getaway to all visitors looking for a perfect stay. Its modern setting and outstanding facilities will offer the levels of relaxation and convenience you are looking for in a vacation home.brbrEach room has an abundance of amenities and beautiful furnishing enriched by plenty of natural light accenting the bright floors and tastefully picked decor. Every inch of space is well-used, which is best visible in the cozy living room leading into the fully equipped kitchen.brbrTwo highly comfortable bedrooms will provide all the relaxation you need after a thrilling day of Siesta Key adventures.brbrFinally, you’ll be able to catch a breath of fresh sea air on the patio or stroll to the community swimming pool and the gated beach, just a couple of steps away.brbr ★ LIVING ROOMS ★brThe living room is perfect for enjoying fun and memorable moments after an eventful day. Find your place on the comfy sofa, grab some snacks and drinks, and enjoy watching your favorite movie.brbr✔ Comfortable Sofa with Pillows (can be converted into an extra Double Bed)br✔ Smart TV with Rokubr✔ Board Gamesbr✔ Comfy Sofa Chairsbr✔ Stylish Coffee Tables & Reading Lampsbr✔ Bar Seating for 4br✔ Access to the Patiobrbr★ KITCHEN & DINING ★brCome to the fully equipped kitchen and use its many modern cooking appliances, spacious granite countertops, and ample cabinetry to create tasty homemade meals worthy of the most praised restaurants.brbr✔ Microwavebr✔ Stovebr✔ Ovenbr✔ Toasterbr✔ Blenderbr✔ Hot Water Kettlebr✔ Refrigerator/Freezer br✔ Dishwasherbr✔ Coffee Makerbr✔ Sink - Hot & Cold Waterbr✔ Platesbr✔ Glassesbr✔ Silverwarebr✔ Pots & PansbrbrEnjoy a refreshing drink on the patio while the designated family chef works their magic in the kitchen. The smells will invite you to the dining table for a tasty homemade meal.brbr✔ Dining Table brbr★ SLEEPING ARRANGEMENTS - 2 BEDROOMS + LIVING ROOM ★brRetreat to these comfortable bedrooms, designed and furnished to provide all the rest needed after a day of adventuring throughout Siesta Key, FL.brbr♛ Master Bedroom: King-Size Bed, Cozy Sofabr♛ Bedroom 2: Queen Size-Bed + Bunk Bed (Twin over Twin)br♛ Living Room: Double Sofa Bedbrbr✔ Premium Pillows, Linens, and Sheetsbr✔ Smart TVsbr✔ Closets with Hangers and Shelvesbr✔ Dressers with Spacious Drawersbr✔ Night Stands with Reading Lampsbr✔ Full-Size Mirrorsbrbr★ BATHROOMS ★brThe home offers two full relaxing baths and a convenient half bath stocked with essential toiletries and fresh towels for maximum comfort and convenience.brbr✔ Walk-In Showerbr✔ Bathtub with a Showerbr✔ Vanitybr✔ Mirrorbr✔ Toiletbr✔ Towelsbr✔ Hair Dryerbr✔ Essential Toiletriesbrbr★ PATIO ★brThe gorgeous patio offers a relaxing outdoor setting to soak up the sun and feel the neighborhood's pulse, enjoying complete privacy and the great company of your loved ones.brbr✔ Cozy Seating Area with a ParasolbrbrLook no further than our charming home for your memorable Siesta Key, FL, visit. We look forward to you experiencing its complete comfort and coziness.brbrGuest access:brbrThe townhouse is exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home. brbrOther than the already mentioned amenities, our home also comes with the following:brbr✔ High-Speed Wi-Fibr✔ Self Check-In (Smart Lock)br✔ Travel Crib (available upon request)br✔ Air Conditioningbr✔ Washer/Dryer + DetergentbrbrThe home is part of an upscale community with private access to the swimming pool area and the gated beach that you can freely use throughout your stay.brbr✔ Swimming Pool with Sun Loungesbr✔ Private Beach Access (Chairs provided by HOA)br✔ Free Parking for ONE carbrbrOther things to note:brbr★ ADDITIONAL ACCOMMODATION ★brTraveling in a larger group, or your preferred dates are already taken You'll be happy to know that we offer additional accommodation in the community and the area. Feel free to browse our profile for a detailed list of fantastic stays.brbr★ CLEANING & SANITIZATION ★brHealth, safety, and well-being of our guests are of utmost importance. For this reason, we use a thorough cleaning process after each check-out.brbr★ NO PETS ALLOWED ★brWe love those little (and not so little) furry bundles of joy. Sadly, our home is not suitable to accommodate them, nor are they permitted by our HOA.brbr★ NO SMOKING INSIDE ★brPlease refrain from smoking inside the home! Any smoking evidence will result in a fee for odor removal and furniture cleaning.brbr★ NO PARTIES/EVENTS ★brWe kindly ask you to treat our home as your own to preserve its pristine condition for future guests and your return visits.brbrThank you very much for your understanding.brbrInteraction with guests:brbrWe will be accessible 24/7 for our guests via phone, text, or the VRBO app. brExpect a quick and prompt response. We give our guests space but are available for every inquiry. brbrContact us now so we can begin arranging your perfect vacation!brbrThe neighborhood:brbrThe townhouse is nestled on a private street with a gated beach access point in Siesta Key, a tropical haven on the west coast of Florida that embodies the essence of paradise—known for its powdery white sands, crystal-clear waters, and laid-back atmosphere.brbrSiesta Key is renowned for having some of the most breathtaking beaches in the United States. Siesta Beach, in particular, has earned acclaim for its powdery, quartz-crystal sands, which stay cool even on the warmest days. Sunset at Siesta Beach is a spectacle not to be missed, with hues of orange and pink painting the sky as the sun dips below the horizon.brbrBeyond the beaches, Siesta Key offers a wide range of outdoor activities. Kayak through the calm waters of the mangrove tunnels at South Lido County Park, paddleboarding in the Gulf of Mexico, or embark on a fishing charter to catch your dinner. Nature enthusiasts will appreciate the lush landscapes and wildlife in the nearby Myakka River State Park.brbrSiesta Key Village is the heart of the island's dining, shopping, and entertainment scene. Stroll along quaint streets with boutiques, surf shops, and art galleries. Savor fresh seafood at beachfront restaurants, sip tropical cocktails at vibrant bars, and enjoy live music under the stars.brbrThe warm waters surrounding Siesta Key beckon adventure seekers to explore. Try windsurfing, jet skiing, or parasailing for an adrenaline rush. Scuba diving and snorkeling enthusiasts will be delighted by the vibrant underwater world of the Gulf. For a more leisurely experience, rent a boat, explore the Intracoastal Waterway, or take a dolphin-watching tour.brbrCome and discover the beauty and tranquility of this coastal gem, where every day feels like a beach day in paradise.brbrHere are some places of interest you'll be looking to visit during your stay.brbr✔ Siesta Key Beach (3 min away)br✔ Crescent Beach (3 min away)br✔ PARASAIL SIESTA (4 min away)br✔ Siesta Key Watersports (5 min away)br✔ Siesta Key Village (5 min away)br✔ Marie Selby Botanical Gardens (15 min away)br✔ Sarasota Jungle Gardens (24 min away)br✔ Lido Key Beach (25 min away)br✔ South Lido County Park (25 min away)br✔ Mote Marine Laboratory & Aquarium (25 min away)br✔ St. Petersburg (55 min away)br✔ Tampa (1h 5 min away)br✔ Fort Myers (1h 15 min away)brbr***Distance times are calculated if traveling by car.brbrGetting around:brbrIf you arrive by car, you will be happy to know that we offer one free parking spot in the back of the townhouse. However, if you would like to avoid driving during your stay, there are many convenient, easily accessible transportation options close to our home.brbr✔ Siesta Key Breeze Trolley (stop on top of the street leads you to Siesta Key Village for free). This service runs continual loops around the island from 8AM - 10PM.br✔ Taxibr✔ Lyft & UberbrbrIf you are flying in/out of the area, the best way would be at the below airport:brbr✔ Sarasota Bradenton International Airport (25 min away)

2

Bed

2

Bath

8

Sleeps

$258.28

/ Nightly

Private Vacation Home

Siesta Beach Condo-Location, Location, Location!

Siesta Key, Florida, United States

This is a beautiful condo across the street fromthe pub lic parking access to the beach, wheres there's, food, drinks and restrooms. The unit has 2 bedrooms, 2 baths, and a daybed trundle bed . Comfortably sleeps six. We have a one car garage and an assigned parking space. The complex has tennis courts and a pool. The prize of this unit is the balcony that overlooks a beautiful lake from the family room and the master. Just 1.1 mile from the Siesta village with plenty of restaurants and shops.. There is even a free local shuttle in the area. The new county pickleball is directly across the street. Pool area recently updated.

2

Bed

2

Bath

6

Sleeps

$294.18

/ Nightly

Condo

Bougie Beach Bungalow – Siesta Key, Florida

Siesta Key, Florida, United States

Less than a 5 minute walk beach access and just 1.5 miles to Siesta Key Village, you’re close to it all!brbrThe Spacebr•2 Bedrooms / 2 Full Bathsbr•1st floor condobr•Fully Equipped Kitchenbr•3 Smart TVs + Fast Wi-Fibr•Beach Essentials Includedbr•Year-Round Heated Pool

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Bath

Sleeps

$884.13

/ Nightly

Private Vacation Home

3 BR Siesta Key Mid-Century Oasis w/Pool

Siesta Key, Florida, United States

Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home with a pool. This tropical retreat is a single-family residence located at the end of a secluded dead-end street in the opulent neighborhoods of northern Siesta Key. Surrounded by water on three sides, the view of the Inter-Coastal Waterway is visible from the comfort of the upstairs patio.brbrThe owners purchased the home to be their tropical retreat in the summer of 2015. The owners became instantly enthralled with the home's large living spaces, open floor plan, and large wrap-around sliding glass doors and windows. The home is beautifully appointed, with furnishings and fixtures from all around the world. This tropical retreat is a mid-century modern home designed after the popular architectural styles made popular in Sarasota by the Sarasota School of Architecture during the 1960s. This style blends the beauty of the tropical outdoor space with the wide-open floor plan of the home. brbrSurrounded by lush tropical gardens and trees, awake to the sound of birds singing and an inspiring sunrise over Roberts Bay. Enjoy your time in the sun around the pool, walk to the local beach, or cool off in the comfort of the spacious living areas. The large whirlpool bathtub in the master en-suite bathroom brings a relaxing end to the day.brbrEnjoy the cheery characters of the Siesta Key Village, a quick two miles walk or bike ride away, or the energy of downtown Sarasota, a 10-minute drive. Fishing, boating, water sports, world-class shopping, and dining are all located minutes from your own private paradise.brbrWhat's provided for your stay: Have fun at the beach with chairs, coolers, umbrellas, toys and more, pre-stocked into the villa prior to your arrival. Each residence has their own Property Liaison to ensure any problems or concerns will be resolved in an effective and timely manner. brbrCome enjoy Siesta Key in true luxury and find out why Sarasota is one of the world's top travel destinations.brbrCancellation PolicybrbrBookings canceled at least 30 days before the start of the stay will receive a 93% refund. Bookings canceled at least 14 days before the start of the stay will receive a 43% refund. Bookings canceled within the 14-day window are non-refundable. brbrReservations of 15 nights or more may be canceled at least 90 days before the start of the stay will receive a 93% refund. Cancellations within 45 days of the check-in date and are refundable up to 43%.brbrShould a refund be issued, a credit to the original credit card in the amount of the reservation minus the cost of the cancellation fees will be issued within 5 to 7 business days.brbr**Minimum Age 25: All Reservations must be booked by and accompanied by an adult who is 25 years of age or older. Valid photo I.D. may be required at time of booking.br**This property is Pet Friendly for 1 Dog under 15lbs, non-shedding hyper allergenic. br**Your inquiry on our property will be responded directly to your personal email. Please keep a look out for our response so we may best service your request.brbr brFAQbrbrQ. How far away is the property from the closest beach access brbrA. The Banyan is roughly 2 miles North from the main Siesta Key Public Beach. The beach is best reached by bike. Shell Beach, a locals beach are located around the corner from the home. Shell Beach is great for Sunbathing and/or enjoying the sunset.brbrQ. How far away is the Siesta Key Village brbrA. The Siesta Key Village is roughly 1 mile from The Banyan. The best way to reach the village is either by bike or one of Siesta Key's many free rides.brbrQ. Are there beach supplies included at the property brbrA. Yes, we provide beach chairs, umbrellas, coolers, toys, and a pull cart to help bring everything down to the beach

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Bath

Sleeps

$288.37

/ Nightly

Condo

Anchorage 207

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and ...wall of sliding glass doors that open up to the balcony. Southern exposure bathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the canal. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The living room has a 50 Smart TV, and each bedroom has a 40 TV. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: QUEEN & TWIN TRUNDLEbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 2ND FLOORbrbr- Internet Access: 4864 -0110420063brbr- Parking: Yesbrbr- Parking Space Type: OPENbrbr- View: Canalbrbr- PICKLEBALL: Yesbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr

Bed

Bath

Sleeps

$289.15

/ Nightly

Condo

Anchorage 208

Siesta Key, Florida, United States

brbrWe invite you to stay in our spacious 1,250 square foot 2 bedroom 2 bathroom condominium at The Anchorage Yacht and Tennis Club which is ideally situated across the street from the #1 rated Siesta Key Crescent Beach. The Anchorage Yacht and Tennis Club offers all the amenities of a resort and all the comforts of a private residential condominium/community in one convenient location.brbrAs you enter the condo, your eye is immediately drawn to the bright and cheery living space and ...wall of sliding glass doors that open up to the balcony. Southern exposure bathes the condo in sunshine through large sliding glass doors in each room. The sliding gass doors open to create an indoor/outdoor living space where you can relax with picturesque views of the Intercoastal Waterway and the Gulf of Mexico. Prepare your favorite meals in the fully stocked kitchen connected to the living space. The large master suite boasts an ensuite bathroom with separate dressing area, walk-in closet and balcony access. The spacious guest bedroom also has a walk-in closet and balcony access. Complementary Wi-Fi is provided in the condo and through out The Anchorage complex.brbrThe Anchorage is known for its amenities which include private gated beach access (across the street), heated Olympic-sized pool, lighted tennis and shuffleboard courts, BBQ grills, exercise room and free boat docking. The Anchorage complex backs up to the Intercoastal Waterway with a serene park-like setting where you can grill, picnic, fish or just relax and watch the boats go by.brbrEvery imaginable beach vacation option can be found within walking distance of The Anchorage including restaurants (many with live entertainment), shops, a market, charter boats, rental of fishing equipment, jet ski, kayak/paddleboard, para-sailing and bike rentals. You can also hitch a free trolley ride to Siesta Key Village to explore other shopping, dining and entertainment options.brbrBook your stay today and experience the magic of the Anchorage Yacht and Tennis Club and Siesta Key!brbrAmenities Include:brbr- Coin operated washer dryer: Yesbrbr- TUB/SHOWER: Yesbrbr- Balcony: Yesbrbr- BBQ Grill: 2 GASbrbr- Beach Access: PRIVATEbrbr- Bed Size 1st/Master: KINGbrbr- Bed Size 2nd Rm: QUEEN & QUEENbrbr- Elevator: Yesbrbr- Exercise Facility: Yesbrbr- Floor No.: 2nd Floorbrbr- Internet Access: Yesbrbr- Walk in shower: Yesbrbr- Parking: Yesbrbr- Parking Space Type: MARKED SPOTbrbr- Electric Stove: Yesbrbr- View: CANALbrbr- PICKLEBALL: Yesbrbr- Tennis Courts: Yesbrbr- Pool: Yesbrbr

2

Bed

2

Bath

6

Sleeps

$562.34

/ Nightly

Private Vacation Home

Gorgeous Mid-Century Modern Pool Home on Private Canal, Mins to Siesta Key Beach

Siesta Key, Florida, United States

Welcome to your slice of paradise on Siesta Key, where luxury meets comfort in this completely refurbished Mid-Century Modern vacation home just minutes from the stunning beaches. Nestled in a serene neighborhood, this dog-friendly retreat offers a seamless blend of style, functionality, and relaxation.brbr- Canal-Front Gorgeous Mid-Century Modern Homebr- Quiet Neighborhood br- Spacious Indoor / Outdoor Layout br- Pet Friendly br- Heated Poolbr- Private Canal Access & Boat Dockbr- Private Fenced In Backyardbr- Pool Loungersbr- Gas Grill br- Golf Cart Rental Availablebr- 5-7 Minute Drive to Siesta Key Main Accessbr- Fully Stocked Kitchen br- Office Space with High Speed Internet br- Free Trolley Servicebr- 4 Minutes to Siesta Key Villagebr- 4 Minutes to Top Dining Options brbrAs you step inside, you're greeted by the timeless allure of terrazzo floors that flow gracefully throughout the open floor plan, enhancing the home's mid-century charm. The attention to detail and abundance of natural light create an inviting ambiance that sets the stage for a memorable stay.brbrThe heart of the home is a harmonious fusion of form and function. In the living room, a cozy fireplace invites you to unwind on a plush sectional sofa, while a large SMART TV stands ready to entertain. The dining room, kitchen, and living area flow together effortlessly, adorned with iconic mid-century modern furniture and clean lines that exude style.brbrSlide open the ceiling-to-floor glass doors, and you'll step into your own private oasis. The outdoor living space beckons with modern furnishings, a heated pool glistening invitingly, and a courtyard adorned with sun loungers – the perfect spot to soak up the Florida sun. And with direct access to the deep-water canal leading to Sarasota Bay, aquatic adventures are just a stone's throw away.brbrBack inside, the gourmet kitchen awaits the culinary enthusiast. A large island with stools invites casual dining and conversation, while stainless steel appliances stand ready to bring your culinary creations to life. A kitchen nook boasts a wine cooler, coffee station, and full-size washer and dryer, ensuring convenience at every turn.brbrRetreat to the primary bedroom through the adjacent office, where a king-size bed adorned with plush linens promises a restful night's sleep. Enjoy direct access to the pool area for a refreshing morning swim or a midnight dip under the stars. The ensuite bathroom boasts a spacious glass walk-in shower and a vanity with two sinks, providing a spa-like experience.brbrGuests will find their own slice of paradise in the well-appointed bedrooms. A queen-sized bed graces one room, complete with a SMART TV for entertainment. In the second guest bedroom, two twin beds offer flexible sleeping arrangements, also accompanied by a SMART TV. The guest bathroom features a sleek glass walk-in shower, while a convenient half bath is located just down the hall.brbrThroughout the home, contemporary design elements harmonize with the natural surroundings, creating a seamless transition between indoor and outdoor living spaces. Whether you're seeking relaxation, adventure, or simply a stylish sanctuary to call your own, this Mid-Century Modern haven on Siesta Key promises an unforgettable escape.brbr-------------------------------------------------------brbrThe Beauty of Siesta KeybrSiesta Key is a barrier island positioned between the Gulf and intracoastal waterway. The powdery white sandy beaches are world renown and stretch over 8 miles along the southwest coast of Florida. Siesta Key is a water-lovers paradise offering crystal clear turquoise water, sailing, fishing, swimming and so much more. Play in the gentle waves and shallow waters, gather unique seashells, or build a sandcastle with your kids or grandkids. brbrThe Siesta Key Village offers a wide selection of shops, cafes, top restaurants, and live music for both its residents and guests. From local oyster bars to waterside dining, Siesta Key has something for every palate. Trolley transportation is available around the island and throughout Sarasota.brbr-------------------------------------------------------brbrThis is a pet friendly home and allows up to 2 dogs. Please include your pet in your booking so we can make the appropriate departure cleaning arrangements. A $250 pet fee is required to help with the departure cleaning to remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding and cooperation!brbrPool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim!

Bed

Bath

Sleeps

$312.08

/ Nightly

Condo

Florida Charm, Bayside, Pool, Tiki, Steps to Beach

Siesta Key, Florida, United States

Welcome to your own slice of paradise at our Siesta Key vacation rental, nestled within the charming Sea Club 2 complex on the shores of Sarasota Bay. As you step into this delightful second-floor condo, you'll be greeted by the tranquil ambiance of Old Florida, surrounded by lush tropical trees and vibrant plants, setting the stage for a truly rejuvenating retreat.brbrThe essence of coastal living is beautifully captured in this two-bedroom, one-bathroom condo, where modern comforts seamlessly blend with classic charm. The interior exudes a cozy coastal vibe, with furnishings in soothing shades of light gray, blues, and cream, creating a serene and inviting atmosphere throughout.brbrThe heart of the home is the open-concept living, kitchen, and dining area, where relaxation and entertainment converge effortlessly. Sink into the plush embrace of the comfy couch, loveseat, or chair as you unwind after a day of exploration, while catching up on your favorite shows on the large SMART TV.brbrMeal times become a delight in the well-appointed kitchen, boasting granite countertops and equipped with everything you need for culinary adventures. Gather around the counter with four stools, perfect for enjoying casual meals or engaging in lively conversation with loved ones.brbrRetreat to the primary bedroom, adorned with a sumptuous king bed dressed in plush linens, ensuring a restful night's sleep. A SMART TV and large light wood furniture add to the comfort and convenience, while providing ample storage for your belongings.brbrThe guest bedroom offers a peaceful sanctuary with a queen bed, SMART TV, and dresser, providing a cozy haven for additional guests or family members.brbrFreshen up in the shared bathroom, featuring a bathtub with a glass-enclosed shower door, a pristine white vanity, and fluffy towels, inviting you to indulge in a rejuvenating soak or refreshing shower.brbrOutside, the Sea Club 2 complex offers an array of amenities to enhance your vacation experience. Take a dip in the heated community pool, challenge friends to a game of bocce ball, or try your luck at fishing from the pier or boat dock. Gather with loved ones at the BBQ and picnic area for al fresco dining, or simply unwind in the hammocks or tiki hut, surrounded by the gentle rustle of palm trees and the soothing sea breeze.brbrWith its perfect blend of modern comforts, coastal charm, and idyllic surroundings, our Siesta Key vacation rental promises an unforgettable getaway filled with relaxation, adventure, and cherished memories.brbrbrSea Club 2 CharmbrExperience the timeless allure of Old Florida at Sea Club 2, a charming condominium and cottage resort nestled across from Sarasota on the Intracoastal Waterway, just steps away from the renowned Siesta Key Beach. Set amidst nearly four acres of lush palm, oak, and banyan trees, Sea Club 2 invites you to unwind in a serene and welcoming atmosphere.brbrIndulge in leisurely days basking in the sun by the heated swimming pool or seeking shade in the picnic and barbeque area. Cast your line off the fishing pier, where you might reel in snook, redfish, or jack crevalle, while marveling at passing boats and birds.brbrStroll to Crescent Beach for a day of sun-kissed relaxation or to witness the breathtaking spectacle of a Gulf of Mexico sunset. Explore the vibrant shops and restaurants of nearby Siesta Village, or embark on a day-trip to discover the myriad attractions of Florida's Gulf Coast. At Sea Club 2, every moment is infused with the timeless charm and tranquility of Old Florida.brbrThe Beauty of Siesta KeybrSiesta Key is a barrier island positioned between the Gulf of Mexico and intracoastal waterway. The powdery white sandy beaches are world renown and stretch over 8 miles along the southwest coast of Florida. Siesta Key is a water-lovers paradise offering crystal clear turquoise water, sailing, fishing, swimming and so much more. Play in the gentle waves and shallow waters, gather unique seashells, or build a sandcastle with your kids or grandkids. brbrThe Siesta Key Village offers a wide selection of shops, cafes, and live music for both its residents and guests. From local oyster bars to waterside dining, Siesta Key has something for every palate.

Bed

Bath

Sleeps

$316.1

/ Nightly

Condo

Siesta Key Beachfront Condo: Steps away from a white sandy private beach

Siesta Key, Florida, United States

This is luxury on Siesta Key! Beautiful, newly remodeled beachfront condo in serene colors and finishes, with high end appliances and wine fridge. This unit is centrally located, bldg C, to offer views of the entire property AND the ocean. This specific unit is located exactly in the center of a U configuration, providing optimal views. The beach has been repeatedly voted #1 beach in America, with its white, powdery sands and vast beach space. G&B is a gated & private property with patrol on the grounds and the beach. Choose between 2 saltwater pools or the calm waters of the Gulf Coast of Mexico, just steps away! Take the free trolley to the cozy town bustling with restaurants and shops or pick up a game of tennis or pickleball right on the premises. Maybe do your own workout in the fitness facility. Perfect for families, reunions, or romanic getaways! King bed in master. 2 full beds in second bedroom. Smart TV in living room. Units in Gulf & Bay must be rented for a minimum of 28 nights.

2

Bed

2

Bath

6

Sleeps

$364.43

/ Nightly

Villa

Private Villa Beachside complex, Siesta Key private beach access 2br/2ba

Siesta Key, Florida, United States

Escape to the stunning beachfront 2-bedroom villa in Siesta Key, where the sand and surf beckon you to unwind and indulge. Nestled just a 15-minute walk from the renowned Crescent Beach and a 28-minute drive from the vibrant Lido Beach, this villa offers the perfect blend of tranquility and convenience.brbrAs you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, microwave, dishwasher, coffee maker, blender, kitchen island, toaster, and all the dishes and utensils you'll need to craft delectable meals. Savor your culinary creations at the dining table, or step out onto the private porch to enjoy the fresh ocean breeze.brbrWhen it's time to relax, sink into the comfort of the smart TV with satellite/cable channels, or take a refreshing dip in the outdoor pool. Stay connected with the complimentary high-speed Wi-Fi, and indulge in the essentials, including 2 bathrooms, towels, a hair dryer, air conditioning, heating, and linens.brbrWith the convenience of on-site parking, you'll have the freedom to explore the nearby attractions, such as the world-renowned Siesta Key Beach, just a short walk away. Immerse yourself in the natural beauty and vibrant local culture, creating memories that will last a lifetime.

Bed

Bath

Sleeps

$306.72

/ Nightly

Condo

Siesta Key Jamaica Royale #71: Relaxing condo just a short walk to the beach.

Siesta Key, Florida, United States

Kick off your shoes and settle into beach life. brJamaica Royale Unit 71 is a cozy condo just a short walk to the beach and has everything you need for a stress-free stay. brEnjoy a fully stocked kitchen, a patio perfect for your morning coffee or relaxation after the beach, and comfortable rooms to unwind in. Whether you're here to explore the area or to do absolutely nothing at all, this is the perfect beach home base for you.

2

Bed

2

Bath

6

Sleeps

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